Total synthesis of apratoxin A

Jiehao Chen; Craig J Forsyth

doi:10.1021/ja036050w

Total synthesis of apratoxin A

J Am Chem Soc. 2003 Jul 23;125(29):8734-5. doi: 10.1021/ja036050w.

Authors

Jiehao Chen¹, Craig J Forsyth

Affiliation

¹ Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.

PMID: 12862462
DOI: 10.1021/ja036050w

Abstract

Apratoxin A, a cyclodepsipeptide isolated from cyanobacterial Lyngbya spp, has been synthesized. The total synthesis features stereocontrolled access to the novel polyketide and the late-stage installation of the sensitive 2,4-disubstituted thiazoline moiety using an intramolecular Staudinger reduction/aza-Wittig process.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cytotoxins / chemical synthesis*
Depsipeptides*
Peptides, Cyclic / chemical synthesis*
Stereoisomerism

Substances

Cytotoxins
Depsipeptides
Peptides, Cyclic
apratoxin A